
The Annex
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About The Annex
One of Toronto’s oldest and most prestigious neighbourhoods, the Annex was a highly-coveted area when it was first constructed in the 1870s. It was almost immediately inhabited by members of the city’s elite—which is to say, those who could afford the gorgeous homes here.
To this day, heritage houses constructed of iconic red brick and stone are still standing in the neighbourhood. These high-quality structures offer visitors and residents a glimpse of Toronto’s past.
The Annex is also very conveniently located. It sits just west of one of Toronto’s most luxurious residential areas (Yorkville) and north of a designer shopping district along Bloor Street West (playfully referred to as “Mink Mile.”)
Who Lives Here
For quite some time, many of the Annex’s mansions were split up into separate apartments as affluent residents moved to newer areas outside the city’s core. For this reason, you’ll find many young people in the area, including students who attend the nearby University of Toronto.
Today, mansions in the Annex are once again being purchased by higher-income individuals—and revamped to suit their lifestyles. Today, you’ll find a great mix of people and cultures, from those who ride bicycles to those who drive Lamborghinis.
What's Great About It?
The convenience of living in the Annex is hard to beat. While many of the neighbourhood’s tree-lined side streets are peaceful and quiet, every corner of the Annex is relatively close to a major intersection or main street. In other words, buzz-worthy boutiques, restaurants, cafes, and bars are never far away.
In particular, this vibrant neighbourhood is known for its eateries, which serve diverse tastes. One of the clear favourites is Kinka Izakaya, a local hotspot for top-notch Japanese cuisine.
When you’re looking to spend a fun afternoon out, consider hitting the shops (BMV Books is a must-visit for lovers of literature) or catching a truly unique film at Bloor Hot Docs. Those looking to stay active will want to visit Niles Nadal JCC, a local community centre featuring a pool, running track, and more.
Lastly, the Annex is much loved by architecture buffs. With so many beautiful streets to explore, you’ll never tire of the gorgeous heritage homes here.
Schools
When it comes to schools in the Annex, the most popular elementary options are Huron Street Junior Public School and Palmerston Junior Public School (both of which are located on their namesake streets).
The Annex is also home to the famed all-boys private school Royal St. George’s College, which welcomes students between Grades 3 to 12.
Homes for sale in The Annex
Looking for listings in The Annex for sale? You’re only seeing some of the listings available here. To see them all, just click the ‘Signup’ or ‘Login’ links below.
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91 Bedford Road in Toronto: Annex House (2 1/2 Storey) for sale (Toronto C02) : MLS®# C7285676
91 Bedford Road Annex Toronto M5R 2K4 OPEN HOUSE: Dec 09, 202302:00 PM - 04:00 PM ESTOpen House on Saturday, December 9, 2023 2:00 PM - 4:00 PMOPEN HOUSE: Dec 10, 202302:00 PM - 04:00 PM ESTOpen House on Sunday, December 10, 2023 2:00 PM - 4:00 PM$9,987,000Freehold- Status:
- Active
- MLS® Num:
- C7285676
- Bedrooms:
- 5
- Bathrooms:
- 5
Welcome to Yorkville Heritage District, sophisticated and elegant, this top to bottom renovated property gives you the urban lifestyle of your dreams. With walking distance to fine dining and premium brand boutiques, enjoy all of the benefits that living downtown brings. This three story, 4 bedroom, 4.5 baths detached grand home furnishes your most discerning requirements. Huge main level designed for entertaining, dedicated primary suite, complete with 2 ensuite baths, dressing room, a walk in closet, and an elevator allows you to stay in your home for as long as you desire. Private drive, single NEW garage, and a gated property to enjoy the privacy this home allows. Sought after and beautifully appointed, sophisticated living awaits you! More detailsListed by EXP REALTY- Tanya Crepulja
- Keller Williams Real Estate Associates, Brokerage
- 647-293-3785
- tanya@tcteam.ca
- Steven Fontes
- Keller Williams Real Estate Associates, Brokerage
- 416-831-2161
- steve@tcteam.ca
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101 Admiral Road in Toronto: Annex House (3-Storey) for sale (Toronto C02) : MLS®# C6816758
101 Admiral Road Annex Toronto M5R 2L7 $8,795,000Freehold- Status:
- Active
- MLS® Num:
- C6816758
- Bedrooms:
- 8
- Bathrooms:
- 6
This Magnificent Home Built In 1909 & Originally Referred To As The C.D. Scott House, Was Designed By The Prominent Toronto Architectural Firm-Chadwick & Beckett Architects-Who Would Go On To Design Osgoode Hall Along W/ Numerous Luxury Hms In Rosedale, South Hill & Forest Hill. 101 Admiral Resides On One Of The Most Prestigious, Quiet, Tree-Lined Streets In The Annex And Was Constructed W/ Stone, Wood & Stucco - A Rare & Daring Combination In The Day Influenced By The Arts & Crafts Movement. Ideally Situated On An 80 X 152 Incredible Lot W/ 8,000+ Sq Ft Of Living Space, This Estate Property Is A Rare & Coveted Opportunity To Own A Piece Of Toronto's History In The Centre Of The City. Move Right In And Enjoy The Glorious Restoration Completed By The Current Owners Or Design To Suit - You Can't Go Wrong In This Triple A+ Location Steps To Yorkville, Parks, Ravines, Schools And All The City Has To Offer. This Is A Once In A Lifetime Opportunity Not To Be Missed! More detailsListed by ROYAL LEPAGE REAL ESTATE SERVICES OXLEY REAL ESTATE- Tanya Crepulja
- Keller Williams Real Estate Associates, Brokerage
- 647-293-3785
- tanya@tcteam.ca
- Steven Fontes
- Keller Williams Real Estate Associates, Brokerage
- 416-831-2161
- steve@tcteam.ca
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82 Lowther Avenue in Toronto: Annex Property for sale (Toronto C02) : MLS®# C7222418
82 Lowther Avenue Annex Toronto M5R 1E1 $8,350,000 /For SaleCommercial- Status:
- Active
- MLS® Num:
- C7222418
- Total Area:
- 6,275 sq. ft.582.97 m2
Pedigree Office Mansion Steps From Subway In Top Yorkville / Annex Location Facing Park On Quiet 50 x 150 Lot. Over 6275 Square Feet With Up to 12+ Offices, Including Boardrooms, Kitchens And Principal Offices. Dazzling Live / Work combo in Magnificent British Queen Anne Revival Masterfully Restored To Showstopping Victorian Glory In A Trophy Location Where Creative & Daring Luxury Are Blended For A Modern & Spirited Wow Factor. Sophisticates Will Find The Seamless Harmony Of The Visionary, Exciting And Glamorously Contemporary Interiors An Exquisite Tour De Force! Original Records Indicate This Sparkling Property With Sumptuous, Impeccable Romanesque Details Was Designed In 1896 By Prominent Architect Frederick H Herbert. Lavish Appointments Found In The Striking Staircase, Fabulous Millwork, Curved & Leaded Glass Windows & Picturesque Turret, Underscore The Rich History. More detailsListed by CHESTNUT PARK REAL ESTATE LIMITED- Tanya Crepulja
- Keller Williams Real Estate Associates, Brokerage
- 647-293-3785
- tanya@tcteam.ca
- Steven Fontes
- Keller Williams Real Estate Associates, Brokerage
- 416-831-2161
- steve@tcteam.ca
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82 Lowther Avenue in Toronto: Annex House (3-Storey) for sale (Toronto C02) : MLS®# C7222404
82 Lowther Avenue Annex Toronto M5R 1E1 $8,350,000Freehold- Status:
- Active
- MLS® Num:
- C7222404
- Bedrooms:
- 7
- Bathrooms:
- 4
Magnificent British Queen Anne Revival Masterfully Restored To Showstopping Victorian Glory In A Trophy Location Where Creative & Daring Luxury Are Blended For A Modern & Spirited Wow Factor. A Visionary Live/Work Dazzler By A Top Designer, Sophisticates Will Find The Seamless Harmony Of The Exciting, Glamorously Contemporary 6275' Interiors An Exquisite Tour De Force! Original Records Indicate This Sparkling Home With Sumptuous, Impeccably Pedigreed Romanesque Details Was Designed In 1896 By Prominent Architect Frederick H Herbert. Lavish Appointments Found In The Striking Staircase, Fabulous Millwork, Curved & Leaded Glass Windows & Picturesque Turret, Underscore The Rich History. Please See Attached For Residential Floor Plan, Alternate Commercial Floor Plan And Potential Coach House Floor Plan. More detailsListed by CHESTNUT PARK REAL ESTATE LIMITED- Tanya Crepulja
- Keller Williams Real Estate Associates, Brokerage
- 647-293-3785
- tanya@tcteam.ca
- Steven Fontes
- Keller Williams Real Estate Associates, Brokerage
- 416-831-2161
- steve@tcteam.ca
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41 Boswell Avenue in Toronto: Annex House (2-Storey) for sale (Toronto C02) : MLS®# C7325090
41 Boswell Avenue Annex Toronto M5R 1M5 $6,950,000Freehold- Status:
- Active
- MLS® Num:
- C7325090
- Bedrooms:
- 4
- Bathrooms:
- 5
Immaculately designed 3+1 bedroom detached home in the heart of Yorkville. This property features a stunning quartzite kitchen, an impressive lower level gym with full height ceilings, and luxurious amenities throughout. The interior design showcases palettes of white oak, quartzite, marble, and brass finishes, a result of a total renovation and restoration with unparalleled attention to detail. Situated on a quiet cul-de-sac, this home is the ideal condo alternative, offering remarkable luxury, style, and elegance. The heated driveway and pathways add to the allure of this residence, providing convenience and comfort. With a focus on simple perfection, this Yorkville gem stands out as a true masterpiece. Explore refined living in a sophisticated yet functional space that defines modern elegance. More detailsListed by CHESTNUT PARK REAL ESTATE LIMITED- Tanya Crepulja
- Keller Williams Real Estate Associates, Brokerage
- 647-293-3785
- tanya@tcteam.ca
- Steven Fontes
- Keller Williams Real Estate Associates, Brokerage
- 416-831-2161
- steve@tcteam.ca
-
37 Madison Avenue in Toronto: Annex Property for sale (Toronto C02) : MLS®# C7312594
37 Madison Avenue Annex Toronto M5R 2S2 $5,998,000 /For SaleCommercial- Status:
- Active
- MLS® Num:
- C7312594
- Major Bus.:
- Professional Office
- Total Area:
- 7,262 sq. ft.674.66 m2
Toronto Landmark Historical Office Mansion, The Perfect "Marquee" Building with an Exceptional Yorkville "Annex" Location Designed by Toronto's most prestigious historical architect E.J.Lennox (Casa Loma, Old City Hall, King Edward Hotel). Grand and Gracious "Romanesque" design. 11' ceilings, Private Drive Parking for 8 cars. Zoning allows further expansion to approximately 8400 sq ft above grade More detailsListed by FOREST HILL REAL ESTATE INC.- Tanya Crepulja
- Keller Williams Real Estate Associates, Brokerage
- 647-293-3785
- tanya@tcteam.ca
- Steven Fontes
- Keller Williams Real Estate Associates, Brokerage
- 416-831-2161
- steve@tcteam.ca
-
37 Madison Avenue in Toronto: Annex House (3-Storey) for sale (Toronto C02) : MLS®# C7312600
37 Madison Avenue Annex Toronto M5R 2S2 $5,998,000Freehold- Status:
- Active
- MLS® Num:
- C7312600
- Bathrooms:
- 4
A Toronto Landmark Office Mansion, The Perfect "Marquee" Building Offering An Exceptional "Yorkville Annex" Location. Custom Designed By Toronto's Most Prestigious Historical Architect E.J. Lennox (Designer Of Casa Loma & Old City Hall). Constructed In 1883 As A Premier Private Residence. Recognized As "The Benchmark" Example Of Toronto's "Romanesque" Design. Approx 6,000 Sf. Above Grade. Comm/Res Zoning Allows For Expansion To Approx. 8,400 Sf. Zoned Cr1.5 R1. Please Note: Private Drive And 11 Ft. Ceilings. More detailsListed by FOREST HILL REAL ESTATE INC.- Tanya Crepulja
- Keller Williams Real Estate Associates, Brokerage
- 647-293-3785
- tanya@tcteam.ca
- Steven Fontes
- Keller Williams Real Estate Associates, Brokerage
- 416-831-2161
- steve@tcteam.ca
-
9 Albany Avenue in Toronto: Annex Property for sale (Toronto C02) : MLS®# C7032192
9 Albany Avenue Annex Toronto M5R 3C2 $5,850,000 /For SaleCommercial- Status:
- Active
- MLS® Num:
- C7032192
- Major Bus.:
- Apts-Over 20 Units
- Total Area:
- 0 sq. ft.0 m2
Income producing property with future development potential steps to Bathurst Subway Station in the Heart of the Annex. Currently a 28 unit Licensed Rooming House with 18 parking spots. Each unit has its own washroom. Furnished units. Below market rents. Conveniently located steps from neighbourhood hot spots: Bloor Hot Docs Cinema, public transportation, the University of Toronto, George Brown College and variety of restaurants, cafes, bars. Easy access to downtown Toronto and Bloor/Danforth TTC subway line. More detailsListed by RIGHT AT HOME REALTY- Tanya Crepulja
- Keller Williams Real Estate Associates, Brokerage
- 647-293-3785
- tanya@tcteam.ca
- Steven Fontes
- Keller Williams Real Estate Associates, Brokerage
- 416-831-2161
- steve@tcteam.ca
-
9 Albany Avenue in Toronto: Annex House (3-Storey) for sale (Toronto C02) : MLS®# C7032202
9 Albany Avenue Annex Toronto M5R 3C2 $5,850,000Freehold- Status:
- Active
- MLS® Num:
- C7032202
- Bathrooms:
- 28
Income producing property with future development potential steps to Bathurst Subway Station in the Heart of the Annex. Currently a 28 unit Licensed Rooming House with 18 parking spots. Each unit has its own washroom. Furnished units. Below market rents. Conveniently located steps from neighbourhood hot spots: Bloor Hot Docs Cinema, public transportation, the University of Toronto, George Brown College and variety of restaurants, cafes, bars. Easy access to downtown Toronto and Bloor/Danforth TTC subway line. More detailsListed by RIGHT AT HOME REALTY- Tanya Crepulja
- Keller Williams Real Estate Associates, Brokerage
- 647-293-3785
- tanya@tcteam.ca
- Steven Fontes
- Keller Williams Real Estate Associates, Brokerage
- 416-831-2161
- steve@tcteam.ca
-
302 10 Prince Arthur Avenue in Toronto: Annex Condo for sale (Toronto C02) : MLS®# C7052266
302 10 Prince Arthur Avenue Annex Toronto M5R 1A9 $5,590,000Condo- Status:
- Active
- MLS® Num:
- C7052266
- Bedrooms:
- 2
- Bathrooms:
- 3
10 Prince Arthur by North Drive. Spectacular sunny terrace and beautiful Annex views from this NW corner suite! Ultra boutique, luxury building with only 25 unique residences. Designed by Richard Wengle, Brian Gluckstein and Michael London, with landscaping by Janet Rosenberg & Studio. This is a rare opportunity to be tucked on a quiet and leafy Annex street, within mere steps of lively Yorkville. With the city's best shopping and dining just steps away, along with an impressive range of cultural venues and some of the city's most beautiful green spaces, it doesn't get any better than this! At home, enjoy the ease of condominium living and luxurious lifestyle services provided by The Forest Hill Group. Design selections are underway now, with completion anticipated for mid-2025. More detailsListed by CHESTNUT PARK REAL ESTATE LIMITED- Tanya Crepulja
- Keller Williams Real Estate Associates, Brokerage
- 647-293-3785
- tanya@tcteam.ca
- Steven Fontes
- Keller Williams Real Estate Associates, Brokerage
- 416-831-2161
- steve@tcteam.ca
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133 Pears Avenue in Toronto: Annex Condo for sale (Toronto C02) : MLS®# C7031806
133 Pears Avenue Annex Toronto M5R 1T3 $5,398,000Condo- Status:
- Active
- MLS® Num:
- C7031806
- Bedrooms:
- 3
- Bathrooms:
- 4
A MUST SEE!!!!!!!!!! Luxurious living awaits you at 133 Pears Avenue. This distinguished townhome is one of only 5 located just a block away from Yorkville restos and shopping. Architecturally refined for the most discerning buyer featuring contemporary custom designed finishes and elegant upgrades on every level. The convenient 2 underground parking spots located 10 steps from your entrance, your private elevator and you're one of a kind private rooftop oasis. Start cooking in your chef's kitchen with Miele integrated appliances, custom cabinetry and hardwood flooring combined with formal dining area and den. Upstairs you will find your primary bedroom with a spa like ensuite bathroom w/heated flooring, walk out to balcony, open office space and custom walk in closet. smart home system, 2 walk outs plus the terrace, oversized principal rooms, custom built ins throughout and so much more. Isn't it time you lived luxuriously?? This truly is a must see! Location, Location, Location!! More detailsListed by SOTHEBY`S INTERNATIONAL REALTY CANADA- Tanya Crepulja
- Keller Williams Real Estate Associates, Brokerage
- 647-293-3785
- tanya@tcteam.ca
- Steven Fontes
- Keller Williams Real Estate Associates, Brokerage
- 416-831-2161
- steve@tcteam.ca
-
5 350 Davenport Road in Toronto: Annex Condo for sale (Toronto C02) : MLS®# C7053856
5 350 Davenport Road Annex Toronto M5R 1K6 $5,000,000Condo- Status:
- Active
- MLS® Num:
- C7053856
- Bedrooms:
- 3
- Bathrooms:
- 3
An Architectural Gem that Fosters an Atmosphere of Intimacy & Privacy, this Masterpiece Residence Promises to Redefine Your Notion of Upscale Living. With Unparalleled Attention to Detail, this 8-Storey Luxury Condominium Unveils a Mere Six Residences, Ensuring a World of Discretion & Exclusivity. A Private Elevator to a Stone Terraced Home with 15 ft Trees of Your Choice. Smooth 10 ft Ceilings, Solid Core Wood Doors & Custom Finishes to the Highest Standard. More detailsListed by SOTHEBY`S INTERNATIONAL REALTY CANADA- Tanya Crepulja
- Keller Williams Real Estate Associates, Brokerage
- 647-293-3785
- tanya@tcteam.ca
- Steven Fontes
- Keller Williams Real Estate Associates, Brokerage
- 416-831-2161
- steve@tcteam.ca

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